Holiday rentals in Downtown Springfield

Luxury Historical Loft

Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1895 and still boasts the exposed brick and original hardwood floors. This loft will sleep 8 with a king bed, 2 queen beds, a day bed/trundle bed combo and 2 full baths. The loft is Walking distance from Hotel Vandivort, fine dining, breweries, night clubs, coffee shops, and a short drive to MSU and Drury.

The Little Red House

Retreat to this secluded five-acre getaway to unwind with your family or a romantic weekend with your partner. Enjoy the outdoors watching the wild turkeys and deer from the patio or roasting smores at the firepit. Inside you will find cozy and modern accommodations with a unique lofted bedroom area. The Little Red House is a short drive to all Springfield MO has to offer, such as the Ozark Greenways trails, Bass Pro Shops, Wonders of Wildlife, Fantastic Caverns, local eateries, and much more.

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

Raven's Nook-Near Downtown SGF/RT 66/MSU

Minutes away from the heart of downtown Springfield and Historic Route 66, find comfort and peace at the Raven's Nook. 4 min. drive to MSU. Drury, Evangel campuses, Bass Pro Shops, and the Wonders of Wildlife Museum are all short distances away from this cozy home. If you're staying in, the bed is new and comfy with all the extras you could need: blankets and sheets, pillows, Roku TV, and kitchen stocked with cooking supplies and snacks. WiFi provided. Large driveway and fenced in backyard.

Bright Stylish Quiet Tiny Rock House

Good things do come in small packages! This stunningly renovated Tiny House can be your quiet haven. Enter into the modern kitchen, complete with large bar/work area, move right into the open concept living room, and around the corner from that you'll find the spa like bathroom and the inviting bedroom! Furnished comfortably with a relaxed & cozy vibe, an outdoor seating area & driveway parking, you'll love relaxing in this home and luxuriate in the comfy king size bed! Close to amenities!

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

!NO CLEANING FEE PET FRIENDLY! This beautifully renovated, clean and simple 2-bedroom, 1-bath home is on a large lot in a quiet neighborhood near Hwy 65. Just minutes from dining, grocery stores, and more. Enjoy a King and Queen bed, Smart TVs in each bedroom and the living room, a fully stocked kitchen, and a garage. Pet-friendly with a 30-foot dog trolley runner cable ($50 pet fee). 10 minutes or less to Bass Pro, Mercy Hospital, and local universities. Branson is 40 minutes away!

The Delmar Guesthouse

This charming home in the Phelps Grove Neighborhood offers comfortable, stylish furnishings, tons of natural light, lots of amenities, and even friendly neighbors! Whether you are in town for business or fun, the Delmar Guesthouse will be your perfect home base. Two bedrooms with room for four to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable. Need more room nearby? Check out the Phelps Grove Guesthouse in our profile.

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street.

1920 Stone Gas Station

This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

WestBrick Luxury Loft

A gem in the heart of downtown Springfield. Designed by award winning architect Matthew Hufft. Conveniently located on McDaniel Street directly across from the parking garage, this rental is walking distance from all that downtown Springfield has to offer. Superior finishes include: granite counters, exposed brick walls, exposed beam ceiling, stainless steel commercial grade appliances with 6 burner gas range and wine fridge, marble mosaic floors and glass shower.

Historic Fieldstone Cottage on Weller

NO CLEANING FEE! This architectural Bissman home is nestled in an iconic, older neighborhood and is within a SHORT WALK to Starbucks and Cherry Street Corridor with restaurants, bars, tea room and coffee house.Just come for a night through town, a cozy destination get-away or an extended stay! Close to Downtown, MSU, flea markets, Route 66, Cardinals stadium, WOW museum, Mercy Hospital, and EXPO.Fast QUANTUM FIBER Internet, DISNEY+and smart TV in master bedroom

Sunshine Cottage

Welcome to 🌞 The Sunshine Cottage 🌞! This cozy space is centrally located in Springfield, close to many restaurants and local attractions. Built in the 1930’s this house has both charm and amenities that make you feel at home. We are pet friendly! If traveling with your pet, please make sure to add them as guests to your booking to account for the pet fee.